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How we used DSPy to turn AI evaluations into better responses in Dash chat

Source
dropbox.tech
Author
Ilya Yakovlev,Andrew Cheung,Binoy Dash,Simran Jumani,Dmitriy Meyerzon
Date
Why it matters

Trajectory-level judges plus DSPy turn agent evals from a scoreboard into an optimizer: calibrate the judges on human labels first, then let them tune the agent's .

Terms in this piece · Glossary
  • context window — The maximum amount of text a model can consider at once — its working memory for the current conversation or task.
  • tool use — A model's ability to call external functions — run code, search the web, edit files — instead of only generating text.
  • grounding — Tying a model's answers to checkable sources — retrieved documents, live data, tool results — instead of letting it answer from memory alone.
  • system prompt — The standing instructions a model receives before any user input — defining its role, rules, tools, and tone for the whole conversation.
Read the source dropbox.tech
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